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Miley Cyrus Wearing Biker Shorts and Cowboy Boots

2019's Biggest Style Challenge: Pull Off Miley Cyrus's Outfit

Miley Cyrus Wearing Biker Shorts and Cowboy Boots

Learning to style cycling shorts is one thing (trust us, we've tried!). But add on the challenge of pairing them with cowboy boots, and the task gets a little more complicated. Miley Cyrus seems to have a grasp on the whole thing. She stepped out in LA rocking the combination with a lived-in tee, a chunky Chanel pendant necklace, aviator sunglasses, and a white quilted backpack.

She's certainly not the only celebrity or street style star to take on the look. We've seen it on the Kardashian-Jenners, and Aimee Song even wrote a whole post on her blog, illustrating how she worked the foundation with a Tibi blazer. While you may be keen on sporty gym pieces, infusing your athleisure with Western vibes may throw you off at first. That's why we'll share this one secret with you: it's all about going oversize up top.

Whether you opt for a structured blazer, a swingy top like Miley's, or a nylon parka, the idea is to balance proportions, so you're not wearing tight-fitting clothes from head to toe with those high-rise statement boots. Read on to see some of our favourite takes on the 2019 trend, then pick up some essentials inspired by Miley's casual fashion moment.

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